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Obstacle Race Calendar near Oldsmar 2025-2026

Explore the top obstacle runs near Oldsmar for 2025-2026! We've gathered 51 exciting races in the area. Check out our detailed list below to find your next local race.

October 2025
Oct
19
Sunday

Fort DeSoto Triathlon Series

Triathlon
Oct
25
Saturday

The Great West Chase

5 km 10 km
November 2025
Nov
8
Saturday

Tampa Bay 100

Trail Run 100 mi
Nov
8
Saturday

10k at Fred Howard Park

5 km 10 km
Nov
8
Saturday

Trot Thru The Terrace 10K

5 km 10 km
Nov
14-16
Fr - Su

St. Pete Run Fest

5 km 10 km 13 mi
Nov
27
Thursday

Half Marathon at Anclote Gulf Park

13 mi
Nov
27
Thursday

Golden Turkey

5 km
Nov
27
Thursday

Gobbler 5K

5 km
December 2025
Dec
13
Saturday

10k at Fred Howard Park

5 km 10 km
Dec
13
Saturday

RunFluent Christmas

Trail Run 4 mi 7 hr
February 2026
Feb
7
Saturday

Best Damn Race Safety Harbor

5 km 10 km 13 mi
Feb
8
Sunday

Tampa Bay's Super Sunday

5 km
Feb
15
Sunday

Chilly Willy Duathlon

Duathlon
Feb
21
Saturday

Publix Gasparilla Distance Classic

5 km 8 km 15 km 13 mi
March 2026
Mar
7
Saturday

Rocky's Run

5 km
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